Construction of High-Energy Low-Sensitivity Energetic Materials: Selective Nitration of Structural Isomers
3,4-Dinitro-1<i>H</i>-pyrazole is a high-performance energetic framework and serves as a key unit in energetic material design. In addition, the design of nitrogen-rich energetic materials through isomers has remained a central focus. This study reports a novel strategy that employs the isomer of energetic heterocyclic precursors to enhance activity in nitration reactions. We achieved the transformation of cyano into nitro by nitrating and successfully obtained bis(dinitropyrazole) compound <b>5</b>. Compound <b>5</b> exhibits a desirable combination of high energy density and low sensitivity (D<sub>v</sub> = 8879 m s<sup>-1</sup>, ρ = 1.85 g cm<sup>-3</sup>, IS = 22 J), outperforming 1,3,5-trinitro-1,3,5-triazinane (D<sub>v</sub> = 8795 m s<sup>-1</sup>, ρ = 1.80 g cm<sup>-3</sup>, IS = 7.4 J) and achieving an optimal balance between energy and safety.
Authors
- Guangbin Cheng (ORCID: https://orcid.org/0000-0003-0501-6469)
- Caijin Lei
- Xin Lai (ORCID: https://orcid.org/0000-0002-6008-1792)
- Jie Tang (ORCID: https://orcid.org/0000-0003-4763-2972)
- Wei Hu (ORCID: https://orcid.org/0000-0002-4809-7601)
- Chuan Xiao (ORCID: https://orcid.org/0000-0001-6599-8762)
- Zhi Li (ORCID: https://orcid.org/0000-0001-6381-5037)
- Hanghong Fan
Institutions
- China North Industries Group Corporation (China) (CN)
- Nanjing University of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-07-14
- DOI
- https://doi.org/10.1021/acs.orglett.5c02446
- Citations
- 4
- Primary Topic
- Energetic Materials and Combustion
- Type
- article
- Field-Weighted Citation Impact
- 3.45